Gliotoxin structure
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Common Name | Gliotoxin | ||
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CAS Number | 67-99-2 | Molecular Weight | 326.391 | |
Density | 1.8±0.1 g/cm3 | Boiling Point | 699.7±55.0 °C at 760 mmHg | |
Molecular Formula | C13H14N2O4S2 | Melting Point | 153.5ºC | |
MSDS | Chinese USA | Flash Point | 377.0±31.5 °C | |
Symbol |
GHS02, GHS07 |
Signal Word | Danger |
Use of GliotoxinGliotoxin is a secondary metabolite, the most abundant mycotoxin secreted by A. fumigatus, inhibits the phagocytosis of macrophages and the immune functions of other immune cells [1]. Gliotoxin inhibits inducible NF-κB activity by preventing IκB degradation, which consequently induces host-cell apoptosis[2]. Gliotoxin activates PKA and increases intracellular cAMP concentration; modulates actin cytoskeleton rearrangement to facilitate A. fumigatus internalization into lung epithelial cells[3]. |
Name | gliotoxin |
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Synonym | More Synonyms |
Description | Gliotoxin is a secondary metabolite, the most abundant mycotoxin secreted by A. fumigatus, inhibits the phagocytosis of macrophages and the immune functions of other immune cells [1]. Gliotoxin inhibits inducible NF-κB activity by preventing IκB degradation, which consequently induces host-cell apoptosis[2]. Gliotoxin activates PKA and increases intracellular cAMP concentration; modulates actin cytoskeleton rearrangement to facilitate A. fumigatus internalization into lung epithelial cells[3]. |
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Related Catalog | |
References |
Density | 1.8±0.1 g/cm3 |
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Boiling Point | 699.7±55.0 °C at 760 mmHg |
Melting Point | 153.5ºC |
Molecular Formula | C13H14N2O4S2 |
Molecular Weight | 326.391 |
Flash Point | 377.0±31.5 °C |
Exact Mass | 326.039490 |
PSA | 131.68000 |
LogP | 0.52 |
Vapour Pressure | 0.0±5.0 mmHg at 25°C |
Index of Refraction | 1.814 |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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Symbol |
GHS02, GHS07 |
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Signal Word | Danger |
Hazard Statements | H225-H302-H312-H319-H332 |
Precautionary Statements | P210-P280-P305 + P351 + P338 |
Personal Protective Equipment | Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges |
Hazard Codes | T |
Risk Phrases | 25 |
Safety Phrases | S45;S36/S37/S39 |
RIDADR | UN 3462 6.1/PG 3 |
WGK Germany | 3 |
RTECS | KB4725000 |
Packaging Group | III |
Hazard Class | 6.1(b) |
HS Code | 29419090 |
The MAP kinase MpkA controls cell wall integrity, oxidative stress response, gliotoxin production and iron adaptation in Aspergillus fumigatus.
Mol. Microbiol. 82(1) , 39-53, (2011) The saprophytic fungus Aspergillus fumigatus is the most important air-borne fungal pathogen. The cell wall of A. fumigatus has been studied intensively as a potential target for development of effect... |
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Single-pot derivatisation strategy for enhanced gliotoxin detection by HPLC and MALDI-ToF mass spectrometry.
Anal. Bioanal. Chem 401(8) , 2519-29, (2011) Gliotoxin is produced by non-ribosomal peptide synthesis and secreted from certain fungi, including Aspergillus fumigatus. It is an epipolythiodioxopiperazine that contains an intact disulphide bridge... |
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Individual and combined effects of mycotoxins from typical indoor moulds.
Toxicol. In Vitro 27(6) , 1970-8, (2013) The mycotoxins patulin, gliotoxin and sterigmatocystin can be produced by common indoor moulds and enter the human body via inhalation of mycotoxin containing spores and particulates. There are variou... |
(1R,7S,8S,11R)-7-Hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.0.0]pentadeca-3,5-diene-10,14-dione |
epithiodiketopiperazine |
Gliotoxin,(3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione |
MFCD00058534 |
(3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione |
[3R-(3a,5ab,6b,10aa)]-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione |
10H-3,10a-(Iminomethano)[1,2,4]dithiazino[4,3-a]indole-4,11(3H)-dione, 5a,6-dihydro-6-hydroxy-3-(hydroxymethyl)-12-methyl-, (3R,5aS,6S,10aR)- |
Gliotoxin |